Townhome holiday rentals in North Naples

Villa Palmera by Downtown & Beach

This beautifully renovated townhouse blends modern comfort with laid-back Florida vibes. Located just minutes from Naples’ stunning beaches, top-rated restaurants, boutique shops, and local hotspots—you’re in the heart of everything. Spend your days sunbathing or paddle boarding. In the evening, take a quick bike ride down to Celebration Park, where food trucks, live music, and waterfront drinks await. Visiting for the US Open Pickleball Championships or Cars on 5th? We're ready to host you!

Greenlinks Mustang Golf Villa at Lely Resort

By far the best condo at Lely resort Greenlinks and most sought-after unit in the community. Rated second in Naples for luxury condo rentals on booking.com Classic Mediterranean architecture, a beautiful white beachy Florida interior design with modern luxuries. Modern finishes, top of the line appliances, all glass showers and incredible amenities you’ll love! We renovated and staged this condo as our personal vacation home and spared no expense, so we’re excited to share it with our VIP guests

*Jungle Retreat* 3 Bedroom W/ Private Pool

Escape to Jungle Retreat where you have your very own backyard and pool with a waterfall. This is the perfect place for the family to spend all day outside. There are plenty of sun chairs, tables, games, and a screened in pool with built in UV protection to entertain the family for hours. THIS IS A 2 UNIT BUILDING, but this second story unit has the backyard and pool to itself. Be sure you grab the beach chairs, umbrellas, and cooler downstairs and head to the beach. It's only 5 minutes away.

Tropical Retreat • 5 miles from Fort Myers Beach

Pack your flip-flops🩴 and your favorite floatie-this condo is the ready for vacay mode! 🕶️☀️ With room for the whole crew, it’s the perfect spot to kick back, relax, and maybe do absolutely nothing (we support that). Lounge by the pool, soak up some sunshine, or head less than a mile down the road to all the action, shopping, food, and Florida vibes galore! 🛍️🌴 Beach bum? You’re 6 miles from sandy toes and salty waves. Come stay here and feel right at home-just with more palm trees. 🌊🌺

558 Sea Glass Cottage | New Pool | Mins 2 Beaches

Welcome to 558 Sea Glass Cottage! Soft shades of blue will make you feel like you're on a permanent vacation in this completely remodeled, beautifully decorated Cottage home. The Fully equipped with all of the comforts of home to ensure that you never need to leave. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. This space is designed for our guests & their families to have everything they may need while on vacation.

Paradise on the Bay!

Welcome to our exquisite 3-bedroom, 3-bath condo nestled along the picturesque canal in Naples. This charming home boasts a private deck, perfect for savoring the Florida sunshine while grilling up a delicious meal. A 1-mile stroll leads you to the vibrant heart of downtown 5th Avenue, where an array of restaurants, the sun-kissed beach, & captivating attractions await. Experience the epitome of Naples living with this waterfront retreat, where comfort, convenience, & coastal charm converge!

Bonita Bay 2 Bed 2 Bath with Beach Shuttle Access

Welcome to your serene retreat in Bonita Springs! This 2-bedroom, 2-bath condo offers comfort and resort-style amenities, including a pool, hot tub, beach shuttle access, and tennis courts. Relax on the screened lanai or explore nearby attractions like the Promenade at Bonita Bay with its vibrant dining and shopping. Surrounded by nature trails, parks, and golf courses, it’s perfect for both relaxation and adventure. Book your stay today and experience the charm of Bonita Springs!

Pineapples in Paradise! Private Beach!

1st floor larger corner unit w/ beautiful view of greenery & golf. Step free entry thru lovely courtyard to peaceful, large corner unit w/wrap-around patio. Take the 1st shuttle to the private beach or walk a few, short minutes to morning coffee and market! Reserve a kayak or canoe on backwaters. Enjoy nature park. Play tennis or hang out at the pool just steps away. On-site community grill or prepare your meals in the fully stocked kitchen. 12 miles of walk/biking trails with par-course.

The Modern Botanical – Pickleball & Gardens

Welcome to our luxurious 2BR, 2BA duplex in the enchanting city of Naples, Florida. Our Airbnb is the closest accommodation to both Naples Botanical Garden and East Naples Community Park, just a short 2-minute walk to each. High-end interior design meets a modern botanical theme. Each bedroom offers a king-size beds. We provide a complimentary selection of various teas. For coffee, our Nespresso machine, including double espresso, dark roast, half-caffeine, and decaf options.

Waterfront 2/2.5: Beach .4mi+Game Room+Shared Pool

Embrace a week-long getaway in this waterfront & elevated 2BD/2.5BA unit, with a shared pool and brand new game room! The new dock is ideal for fishing and launching kayaks or paddleboards, ensuring memorable waterfront adventures. Located in the heart of Fort Myers Beach, you'll enjoy easy access to vast beaches, lively restaurants, & bars w/ live bands. Unwind on the expansive lanai, the spacious living room, or the well-equipped kitchen! FMB STR rental #22-0317

Ole’s Largest 4BR | Newly Renovated

Experience elevated group living in the largest layout available in Olé at Lely Resort. This newly renovated 4-bedroom residence offers over 2,000 square feet of beautifully updated space, making it the ideal retreat for families and larger groups. Designed like a single-family home, this spacious two-story end unit blends privacy, comfort, and resort access in one of Naples’ most desirable communities.

Gulf Access Newly Renovated

Spacious yet cozy newly renovated canal duplex, 1 mile to the beach!! Dock space to enjoy cruising on the Imperial River with ocean access!! 2 bedrooms and 2 baths. Large screen porch to enjoy bird watching or enjoying the serenity of the canal. Large kitchen with quartz countertops and wine fridge. BBQ grill, wifi ... Close to everything Bonita Beach has to offer!